Iridium‐Catalyzed Enantioselective and Diastereoselective Hydrogenation of Racemic <i>β’</i>‐Keto‐<i>β</i>‐Amino Esters via Dynamic Kinetic Resolution
Fei Ling, Yifan Wang, An Huang, Ze Wang, Shiliang Wang, Jiayin He, Xianghua Zhao, Weihui Zhong
Abstract
Abstract An iridium/ f ‐diaphos catalytic system for the enantioselective hydrogenation of α ‐substituted β ‐ketoesters via dynamic kinetic resolution is reported. The desired anti β’ ‐hydroxy‐ β ‐amino esters were obtained in moderate to good yields (60–95%) with 72–99% ee s and 91:9 to 99:1 dr s. This protocol tolerates various functional groups and could be easily conducted on gram scale with lower catalyst loading (TON up to 9100). magnified image
Topics & Concepts
IridiumEnantioselective synthesisKinetic resolutionChemistryCatalysisAsymmetric hydrogenationOrganic chemistryKinetic energyCombinatorial chemistryMedicinal chemistryStereochemistryQuantum mechanicsPhysicsAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisChemical Synthesis and Analysis